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| CAS No.: | 60-11-7 |
|---|---|
| Name: | Solvent Yellow 2 |
| Molecular Structure: | |
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| Formula: | C14H15N3 |
| Molecular Weight: | 225.293 |
| Synonyms: | Aniline,N,N-dimethyl-p-phenylazo- (1CI);(p-Dimethylaminophenyl)phenyldiazene;4-(Dimethylamino)azobenzene;4-(N,N-Dimethylamino)azobenzene;4-(Phenylazo)-N,N-dimethylaniline;Brilliant Oil Yellow;Cerasine Yellow GG;Dimethyl Yellow;Enial Yellow 2G;Fast Oil Yellow B;FatYellow;Grasal Brilliant Yellow;Iketon Yellow Extra;Methyl yellow;N,N-Dimethyl-4-(phenylazo)aniline;Oil Yellow G;Oleal Yellow 2G;Resinol Yellow GR;Stear Yellow JB;Yellow G Soluble in Grease;p-(Dimethylamino)azobenzene; |
| EINECS: | 200-455-7 |
| Density: | 1.02 g/cm3 |
| Melting Point: | 111 °C (dec.)(lit.) |
| Boiling Point: | 371.1 °C at 760 mmHg |
| Flash Point: | 178.2 °C |
| Solubility: | 13.6 mg/L |
| Appearance: | yellow to orange crystalline powder |
| Hazard Symbols: |
 T
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| Risk Codes: | 25-40-68 |
| Safety: | 36/37-45 |
| Transport Information: | UN 2811 |
| PSA: | 27.96000 |
| LogP: | 4.16800 |
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Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 8 ,1975,p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.
Standards and Recommendations
OSHA PEL: Cancer Suspect Agent
NIOSH REL: (4-Dimethylaminoazobenzene) TWA use 29 CFR 1910.1015
Specification
The CAS registry number of Benzenamine,N,N-dimethyl-4-(2-phenyldiazenyl)- is 60-11-7. The IUPAC name is N,N-dimethyl-4-phenyldiazenylaniline. Its EINECS registry number is 200-455-7. In addition, the molecular formula is C14H15N3 and the molecular weight is 225.29. It is a kind of yellow to orange crystalline powder and belongs to the classes of Analytical Chemistry; Indicator (pH); pH Indicators; Solvent Dyestuff. And it is stable and incompatible with strong oxidizing agents and strong acids.
Physical properties about this chemical are: (1)ACD/LogP: 4.43 ; (2)ACD/LogD (pH 5.5): 4.42; (3)ACD/LogD (pH 7.4): 4.43; (4)ACD/BCF (pH 5.5): 1352.96; (5)ACD/BCF (pH 7.4): 1367.97; (6)ACD/KOC (pH 5.5): 6047.76; (7)ACD/KOC (pH 7.4): 6114.83; (8)#H bond acceptors: 3 ; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 27.96 Å2; (11)Index of Refraction: 1.566; (12)Molar Refractivity: 71.66 cm3; (13)Molar Volume: 219.4 cm3; (14)Polarizability: 28.4 ×10-24cm3; (15)Surface Tension: 37.7 dyne/cm; (16)Density: 1.02 g/cm3; (17)Flash Point: 178.2 °C; (18)Enthalpy of Vaporization: 61.8 kJ/mol; (19)Boiling Point: 371.1 °C at 760 mmHg; (20)Vapour Pressure: 1.06E-05 mmHg at 25°C.
Preparation of Benzenamine,N,N-dimethyl-4-(2-phenyldiazenyl)-: it can be prepared by aniline and strong hydrochloric acid. Add aniline into strong hydrochloric acid with crushed ice, and diazotize the sodium nitrite with the hydrochloric acid solution of aniline at the temperature of 0-5 °C. After the reaction, add dimethylaniline and sodium acetate by stirring for 3 hours. By means of filtering, drying and heavy crystallization, you can get the product.
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Uses of Benzenamine,N,N-dimethyl-4-(2-phenyldiazenyl)-: it can be used as pH indicator to determine the free hydrochloric acid of gastric juice. In addition, it can be used to get N,N-dimethyl-benzene-1,4-diamine and aniline. This reaction will need reagents Zn and formic acid and solvent methanol. The reaction time is 8 minutes at reaction temperature of 20 °C. ambient temperature. What's more, the yield is about 95%.
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When you are using this chemical, please be cautious about it as the following:
It may cause cancer and has risk of irreversible effects probably. In addition, it is toxic by inhalation, in contact with skin and if swallowed. You should avoid exposure-obtain special instruction before use. During using it, wear suitable protective clothing and gloves and do not breathe dust. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: N(=N/c1ccccc1)\c2ccc(N(C)C)cc2
(2)InChI: InChI=1/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15+
(3)InChIKey: JCYPECIVGRXBMO-FOCLMDBBBF
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 230mg/kg (230mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Cancer Research. Vol. 34, Pg. 2274, 1974. |
| mouse | LD50 | oral | 300mg/kg (300mg/kg) | Gann. Japanese Journal of Cancer Research. Vol. 54, Pg. 455, 1963. | |
| rat | LD50 | intraperitoneal | 230mg/kg (230mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Cancer Research. Vol. 34, Pg. 2274, 1974. |
| rat | LD50 | oral | 200mg/kg (200mg/kg) | Zeitschrift fuer Krebsforschung. Vol. 69, Pg. 103, 1967. |